Benzaldehyde, 4-(hydroxyphenylmethyl)-

Base Information

• Chemical Name: Benzaldehyde, 4-(hydroxyphenylmethyl)-
• CAS No.: 52010-95-4
• Molecular Formula: C14H12O2
• Molecular Weight: 212.248
• DSSTox Substance ID: DTXSID10473140
• Nikkaji Number: J784.414J
• Mol file: 52010-95-4.mol

Synonyms:Benzaldehyde, 4-(hydroxyphenylmethyl)-;4-[hydroxy(phenyl)methyl]benzaldehyde;52010-95-4;SCHEMBL6124173;DTXSID10473140;4-(hydroxy-phenylmethyl)benzaldehyde

Chemical Property of Benzaldehyde, 4-(hydroxyphenylmethyl)-

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 212.083729621
• Heavy Atom Count: 16
• Complexity: 213

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=C(C=C2)C=O)O

Technology Process of Benzaldehyde, 4-(hydroxyphenylmethyl)-

There total 30 articles about Benzaldehyde, 4-(hydroxyphenylmethyl)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

benzaldehyde (100-52-7) → 1,2-diphenyl-1,2-ethanediol (492-70-6,655-48-1,2325-10-2,38270-73-4,52340-78-0,579-43-1) + 4-(1-hydroxy-1-phenylmethyl)benzaldehyde (52010-95-4)

Guidance literature:

With samarium diiodide; Product distribution; Mechanism; multistep reaction: 1) 1,2-diiodoethane, THF, room temperature, 1 h, 2) THF, a) 0 deg C, 1 h, b) up to room temperature, 0.5 - 2 h; other benzaldehydes; various additives;

DOI:10.1016/S0040-4039(00)60581-6

Reference yield: 93.0%

terephthalaldehyde, (623-27-8) + phenylboronic acid (98-80-6) → 4-(1-hydroxy-1-phenylmethyl)benzaldehyde (52010-95-4)

Guidance literature:

phenylboronic acid; With cobalt acetylacetonate; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; acetonitrile; Sealed tube; Inert atmosphere;

terephthalaldehyde,; In tetrahydrofuran; acetonitrile; at 80 ℃; for 12h; Sealed tube; Inert atmosphere;

DOI:10.1002/chem.201001160

Reference yield: 90.0%

terephthalaldehyde mono(diethylacetal) (81172-89-6) + phenylmagnesium bromide (100-58-3) → 4-(1-hydroxy-1-phenylmethyl)benzaldehyde (52010-95-4)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201900104

upstream raw materials:

4-benzoylbenzaldehyde

benzaldehyde

4-(1-hydroxy-1-phenylmethyl)benzyl alcohol

2,5-dimethoxybenzaldehyde

Downstream raw materials:

4-(trimethylsiloxy(phenyl)methyl)benzaldehyde

4-(azido(phenyl)methyl)benzaldehyde

4-benzoylbenzaldehyde

Refernces

• 1、 Regier, Jeffery,Maillet, Robert,Bolshan, Yuri. "A Direct Br?nsted Acid-Catalyzed Azidation of Benzhydrols and Carbohydrates". . p. 2390 - 2396. Retrieved 2019/04/14.
• 2、 Tanaka, Shinji,Kon, Yoshihiro,Nakashima, Takuya,Sato, Kazuhiko. "Chemoselective hydrogen peroxide oxidation of allylic and benzylic alcohols under mild reaction conditions catalyzed by simple iron-picolinate complexes". . p. 37674 - 37678. Retrieved 2014/12/11.